Copper-catalyzed click-chemistry strategy in synthesis of new glycoporphyrins - promising photosensitizers in antibacterial photodynamic therapy.

Glycoporphyrins are a promising family of compounds for application in phototherapies. Nevertheless, versatile synthetic methods for generating libraries of porphyrin-sugar hybrids remain scarce. Herein, we described highly efficient and mild procedure of copper-catalyzed azide alkyne cycloaddition (click-chemistry) towards glycoporphyrins. Final molecules with free hydroxyl groups were challenged in chemical and biological assays proving its ability for efficient production of reactive oxygen species. The ultimate utility of new glycoporphyrins was exemplified on antimicrobial photodynamic therapy (photodynamic inactivation, PDI) in which one of the compounds (Zn-4g) in presence of H2O2, demonstrated exceptional, photodynamic antimicrobial activity, leading to complete eradication of Staphylococcus aureus, Escherichia coli and Candida albicans under blue light irradiation.